3,5-diureido-1,2,4-triazole



United States Patent Ofiice 2,723,275 Patented Nov. 8, 19553,5-DIUREIDO-1,2,4-TRIAZOLE Donald W. Kaiser, Hamden, and Grace A.Peters, Starrr ford, Conn., assignors to American Cyanamid Company, NewYork, N. Y., a corporation of Maine N Drawing. Original applicationMarch 8, 1954, Serial No. 414,868. Divided and this application May 31,1955, Serial No. 512,316

2 Claims. (Cl. 260-308) The present invention relates to a newureidotriazole and a method of preparing the compound. This applicationis a division of our copending application Serial No. 414,868, filedMarch 8, 1954.

The new compound is a diureidotriazole which conforms to the formula Asolution of 16 g. (0.2 mole) of potassium cyanate in cc. of water wasadded to a solution 10 g. (0.1 mole) of guanazole and 17 cc. (0.2 mole)of concentrated hydrochloric acid in 100 cc. of water at roomtemperature. The reaction mixture was stirred for a period of two hoursand then filtered to remove the precipitated3,5-diureido-l,2,4-triazole. 18 g. (97% yield) of the crude product wasobtained. After recrystallization from a mixture of water andZ-ethoxyethanol parts of water and 5 parts of 2-ethoxyethanol byvolume), the colorless crystalline product melted at 240 C. withdecomposition.

The ureidotriazole of the present invention has valuable andcharacteristic properties which make it especially suitable for use inindustry, for example, resinous condensarion products formed bycondensing the diureidotriazole with low molecular weight aliphaticaldehydes such as formaldehyde, paraldehyde, acetaldehyde andbutyraldehyde, are especially suitable for use in the manufacture ofmolded and laminated articles, and for use in coating and adhesiveapplications. These resinous condensation products are particularlyadapted for the manufacture of molded articles which are distinguishedby a high degree of resistance toward water and light, and by goodelectrical insulating power.

While the invention has been described with particular reference tospecific embodiments, it is to be understood that it is not to belimited thereto but is to be construed broadly and restricted solely bythe scope of the appended claims.

We claim:

1. 3,5-diureido-1,2,4-triazole.

2. The method of preparing 3,5-diureido-1,2,4-triazo1e which comprisesreacting guanazole with an alkali metal cyanate in an aqueous mineralacid medium at a temperature in the range of about 10-60 C.

No references cited.

1. 3,5-DIUREIDO-1,2,4-TRIAZOLE.